Pd-catalyzed oxidative sulfoalkenylation of acetanilides and traceless removal of the catalyst directing group
- The palladium-catalyzed oxidative Heck-reaction, also referred to as Fujiwara-Moritani-reaction, has been investigated for the synthesis of styrenylsulfonyl compounds. Acetanilides and vinylsulfonyl compounds undergo dehydrogenative coupling reactions in moderate to quantitative yields, using benzoquinone as the oxidant of choice. Potassium peroxodisulfate, which had previously been identified as a superior oxidant for the coupling with acrylates, did not provide any coupling products with these olefins. Traceless removal of the catalyst directing group through a deacetylation-diazotation-coupling (DDC) sequence was demonstrated for 2-arylethene sulfones.
| Author details: | Patrick SandGND, Bernd SchmidtORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1002/slct.202101009 |
| ISSN: | 2365-6549 |
| Title of parent work (English): | ChemistrySelect |
| Publisher: | Wiley-VCH |
| Place of publishing: | Weinheim |
| Publication type: | Article |
| Language: | English |
| Date of first publication: | 2021/05/03 |
| Publication year: | 2021 |
| Release date: | 2022/11/16 |
| Tag: | C− H activation; Heck reactions; Palladium; arenes; sulfones |
| Volume: | 6 |
| Issue: | 14 |
| Number of pages: | 5 |
| First page: | 3563 |
| Last Page: | 3567 |
| Funding institution: | Projekt DEAL |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Peer review: | Referiert |
| Publishing method: | Open Access / Hybrid Open-Access |
| License (German): |  CC-BY - Namensnennung 4.0 International |
